129012-50-6

Basic information

• Product Name: (4R)-4-[(3R,4R,5S,8R,9S,10R,12S,13R,14S,17R)-3,4,12-trihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoic acid
• Synonyms: (4R)-4-[(3R,4R,5S,8R,9S,10R,12S,13R,14S,17R)-3,4,12-trihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoic acid;3a,4b,12a-Trihydroxy-5b-cholanoic acid
• CAS NO: 129012-50-6
• Molecular Formula: C24H40O5
• Molecular Weight: 408.57
• Mol File: 129012-50-6.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 565.7°C at 760 mmHg
• Flash Point: 310°C
• Appearance: /
• Density: 1.184g/cm³
• Vapor Pressure: 3.75E-15mmHg at 25°C
• Refractive Index: 1.558
• CAS DataBase Reference: (4R)-4-[(3R,4R,5S,8R,9S,10R,12S,13R,14S,17R)-3,4,12-trihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (4R)-4-[(3R,4R,5S,8R,9S,10R,12S,13R,14S,17R)-3,4,12-trihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoic acid(129012-50-6)
• EPA Substance Registry System: (4R)-4-[(3R,4R,5S,8R,9S,10R,12S,13R,14S,17R)-3,4,12-trihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoic acid(129012-50-6)

Safety Data

• Hazardous Substances Data: 129012-50-6(Hazardous Substances Data)

Usage

General Description

(4R)-4-[(3R,4R,5S,8R,9S,10R,12S,13R,14S,17R)-3,4,12-trihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoic acid is a steroid compound with a complex chemical structure. It consists of a cyclopenta[a]phenanthrene skeleton with a pentanoic acid side chain attached to the 17th carbon. The compound also contains multiple hydroxyl groups and methyl groups at specific positions along the steroid backbone. (4R)-4-[(3R,4R,5S,8R,9S,10R,12S,13R,14S,17R)-3,4,12-trihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoic acid likely plays a role in biological processes related to steroid metabolism, hormone regulation, and cellular signaling due to its resemblance to steroid hormones such as corticosteroids or sex hormones. It may also have potential pharmaceutical applications or be used as a chemical precursor in organic synthesis.

InChI:InChI=1/C24H40O5/c1-13(4-9-21(27)28)15-7-8-16-14-5-6-17-22(29)19(25)10-11-23(17,2)18(14)12-20(26)24(15,16)3/h13-20,22,25-26,29H,4-12H2,1-3H3,(H,27,28)/t13-,14+,15-,16+,17-,18+,19-,20+,22-,23+,24-/m1/s1

Upstream product

• 129012-44-8 methyl 12α-acetoxy-4β-cathyloxy-3-oxo-5β-cholanoate 
• 148785-46-0 methyl 4β,12α-diacetoxy-3α-hydroxy-5β-cholan-24-oate 
• 3245-38-3 methyl deoxycholate 
• 10538-58-6 methyl 12α-hydroxy-3-oxo-5β-cholan-24-oate 
• 7753-75-5 (R)-methyl 4-((5R,8R,9S,10S,12S,13R,14S,17R)-12-acetoxy-10,13-dimethyl-3-oxohexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoate 
• 148785-42-6 methyl 4β,12α-diacetoxy-3-oxo-5β-cholan-24-oate 
• 60354-34-9 12α-Acetoxy-5β-chol-3-ensaeure-methylester 
• 73410-01-2 12α-Hydroxy-5β-chol-3-ensaeure-methylester 
• 77731-04-5 12α-Hydroxy-3α-(p-tolylsulfonyloxy)-5β-cholansaeuremethylester 
• 129012-31-3 methyl 12α-acetoxy-3β,4β-dihydroxy-5β-cholanoate 
• 129012-40-4 methyl 12-acetoxy-4β-cathyloxy-3β-hydroxy-5β-cholanoate 

Relevant articles and documents

An efficient synthesis of 4β and 6α-hydroxylated bile acids

An efficient method for the preparation of 4β- and 6α-hydroxylated bile acids has been developed.It involved a highly stereoselective acetoxylation at the 4β and 6α positions of 3- and 7-oxo bile acids, respectively, with lead tetraacetate in the presence of boron trifluoride etherate in acetic acid.Reduction of the resulting α-acetoxy ketones with sodium borohydride or tert-butylamine borane complex, and alkaline hydrolysis, provided the desired bile acids in good yields. Keywords: sterols; bile acid; 4β-hydroxylated bile acid;6α-hydroxylated bile acid; acetoxylation; lead tetraacetate oxidation